(1S)-bornane-2,5-dione

Details

• Internal ID: 53a9d198-f6e4-4e12-bdd5-291422cf4713
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptane-2,5-dione
• SMILES (Canonical): CC1(C2CC(=O)C1(CC2=O)C)C
• SMILES (Isomeric): C[C@]12CC(=O)[C@H](C1(C)C)CC2=O
• InChI: InChI=1S/C10H14O2/c1-9(2)6-4-8(12)10(9,3)5-7(6)11/h6H,4-5H2,1-3H3/t6-,10-/m1/s1
• InChI Key: UDIUFGIXIGLRSM-LHLIQPBNSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptane-2,5-dione
• 3,6-diketocamphane
• (1S,4S)-bornane-2,5-dione
• CHEBI:36776
• LMPR0102120032
• Q27116957

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.6876	68.76%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7101	71.01%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9569	95.69%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9273	92.73%
P-glycoprotein inhibitior	-	0.9779	97.79%
P-glycoprotein substrate	-	0.9376	93.76%
CYP3A4 substrate	-	0.6022	60.22%
CYP2C9 substrate	-	0.7800	78.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.9056	90.56%
CYP2C9 inhibition	-	0.9077	90.77%
CYP2C19 inhibition	-	0.9020	90.20%
CYP2D6 inhibition	-	0.9569	95.69%
CYP1A2 inhibition	-	0.9301	93.01%
CYP2C8 inhibition	-	0.9939	99.39%
CYP inhibitory promiscuity	-	0.9797	97.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7830	78.30%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.8623	86.23%
Eye irritation	+	0.9540	95.40%
Skin irritation	+	0.6644	66.44%
Skin corrosion	-	0.9222	92.22%
Ames mutagenesis	-	0.8128	81.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6858	68.58%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7267	72.67%
skin sensitisation	+	0.8636	86.36%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.7701	77.01%
Acute Oral Toxicity (c)	II	0.5496	54.96%
Estrogen receptor binding	-	0.9009	90.09%
Androgen receptor binding	-	0.5229	52.29%
Thyroid receptor binding	-	0.8911	89.11%
Glucocorticoid receptor binding	-	0.9255	92.55%
Aromatase binding	-	0.8784	87.84%
PPAR gamma	-	0.8326	83.26%
Honey bee toxicity	-	0.8579	85.79%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9642	96.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.99%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.90%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	82.62%	92.97%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.75%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.80%	97.09%

Plants that contains it

• Wurfbainia neoaurantiaca

Cross-Links

• PubChem: 6971265
• NPASS: NPC115115